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Starrett et al., 1994 - Google Patents

Synthesis, oral bioavailability determination, and in vitro evaluation of prodrugs of the antiviral agent 9-[2-(phosphonomethoxy) ethyl] adenine (PMEA)

Starrett et al., 1994

Document ID
9702789633850094135
Author
Starrett J
Tortolani D
Russell J
Hitchcock M
Whiterock V
Martin J
Mansuri M
Publication year
Publication venue
Journal of Medicinal Chemistry

External Links

Snippet

A series of phosphonate prodrugs were evaluated in an attempt to increase the oral bioavailability of the anti-HIV agent 9-[2-(phosphonomethoxy) ethyl] adenine (PMEA; 1). The majority of the bis (alkyl ester) and bis (alkyl amide) prodrugs were prepared by alcohol or …
Continue reading at pubs.acs.org (other versions)

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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P-C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
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    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
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    • C07F9/3804—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se) not used, see subgroups
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    • C07F9/65616—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs
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    • C07F9/40—Esters thereof
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    • C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
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    • C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3
    • C07F9/65061—Five-membered rings having the nitrogen atoms in positions 1 and 3 the phosphorus atom is bonded to a cyclic nitrogen atom, directly, through one or more heteroatoms or through a hydrocarbon chain which may be broken by one or more heteroatoms
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    • C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3
    • C07F9/65062—Five-membered rings having the nitrogen atoms in positions 1 and 3 the phosphorus atom is bonded to a cyclic carbon atom, other than directly, through a heteroatom, or through a hydrocarbon chain which may be broken by at least one nitrogen atom, e.g. or
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    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
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